(1S,12S,20S)-15-methoxy-20-methyl-20-oxido-5,7-dioxa-20-azoniapentacyclo[10.7.1.02,10.04,8.013,18]icosa-2,4(8),9,13,15,17-hexaen-16-ol

Details

• Internal ID: 42488ec3-3817-4440-ab76-b60a3fc93e4a
• Taxonomy: Alkaloids and derivatives > Pavine alkaloids
• IUPAC Name: (1S,12S,20S)-15-methoxy-20-methyl-20-oxido-5,7-dioxa-20-azoniapentacyclo[10.7.1.02,10.04,8.013,18]icosa-2,4(8),9,13,15,17-hexaen-16-ol
• SMILES (Canonical): C[N+]1(C2CC3=CC(=C(C=C3C1CC4=CC5=C(C=C24)OCO5)OC)O)[O-]
• SMILES (Isomeric): C[N@+]1([C@H]2CC3=CC(=C(C=C3[C@@H]1CC4=CC5=C(C=C24)OCO5)OC)O)[O-]
• InChI: InChI=1S/C19H19NO5/c1-20(22)14-3-10-5-16(21)17(23-2)7-12(10)15(20)4-11-6-18-19(8-13(11)14)25-9-24-18/h5-8,14-15,21H,3-4,9H2,1-2H3/t14-,15-,20+/m0/s1
• InChI Key: WKFUCDKSFITCAL-AUSJPIAWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₉NO₅
• Molecular Weight: 341.40 g/mol
• Exact Mass: 341.12632271 g/mol
• Topological Polar Surface Area (TPSA): 66.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.97
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7222	72.22%
Caco-2	+	0.7174	71.74%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Lysosomes	0.4524	45.24%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.8902	89.02%
OATP1B3 inhibitior	+	0.9419	94.19%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7265	72.65%
P-glycoprotein inhibitior	-	0.6080	60.80%
P-glycoprotein substrate	-	0.8863	88.63%
CYP3A4 substrate	+	0.5420	54.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7417	74.17%
CYP3A4 inhibition	-	0.7301	73.01%
CYP2C9 inhibition	-	0.8095	80.95%
CYP2C19 inhibition	-	0.6809	68.09%
CYP2D6 inhibition	-	0.7648	76.48%
CYP1A2 inhibition	-	0.6629	66.29%
CYP2C8 inhibition	-	0.6215	62.15%
CYP inhibitory promiscuity	-	0.6975	69.75%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5171	51.71%
Eye corrosion	-	0.9817	98.17%
Eye irritation	-	0.8117	81.17%
Skin irritation	-	0.7706	77.06%
Skin corrosion	-	0.9319	93.19%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8402	84.02%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.5511	55.11%
Acute Oral Toxicity (c)	III	0.6105	61.05%
Estrogen receptor binding	+	0.8000	80.00%
Androgen receptor binding	+	0.5194	51.94%
Thyroid receptor binding	+	0.7419	74.19%
Glucocorticoid receptor binding	+	0.7174	71.74%
Aromatase binding	+	0.5200	52.00%
PPAR gamma	+	0.8368	83.68%
Honey bee toxicity	-	0.8396	83.96%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5449	54.49%
Fish aquatic toxicity	+	0.9282	92.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.01%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.34%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.01%	94.45%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	91.70%	82.67%
CHEMBL261	P00915	Carbonic anhydrase I	91.46%	96.76%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.80%	92.94%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	90.76%	80.96%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.39%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.94%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.98%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.75%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.74%	92.62%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.36%	96.77%
CHEMBL2581	P07339	Cathepsin D	87.31%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.87%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.60%	89.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.00%	93.99%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	84.08%	96.86%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	83.75%	91.79%
CHEMBL2535	P11166	Glucose transporter	83.65%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.75%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.04%	94.80%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.01%	94.00%

Plants that contains it

• Cryptocarya chinensis

Cross-Links

• PubChem: 102304444
• NPASS: NPC45370